I like raiding Clan Battle-Born in Whiterun. because no one is EVER home from 3 Am- to 12 P.m then they start showing up, but then I'm long gone, and they have fancy clothes you can sell at a good price, plus a bunch of weapons, beer, and other random stuff, like gems, and the coin purses are HUGE!
My favorite noble to loot are the Black-Briars. When Delvin gives me the Bedlam job on Riften, the Black-Briars are my target. But I don't stop here. Since we can't kill them on vanilla Skyrim I do everything to sabotage their operation such as stealing a mammoth tusk inside the Black-Briar meadery to give to Ysolda and Madesi, smuggle a Black-Briar mead keg to Ivarstead, deliver Frost to Louis and lie to Sibbi about Lynly.